4,5-Dihydro-2,4-dimethyl-5-methoxy-3-furanmethanol

Base Information

• Chemical Name: 4,5-Dihydro-2,4-dimethyl-5-methoxy-3-furanmethanol
• CAS No.: 124186-13-6
• Molecular Formula: C₈H₁₄O₃
• Molecular Weight: 158.197
• DSSTox Substance ID: DTXSID20924739
• Mol file: 124186-13-6.mol

Synonyms:4,5-Dihydro-2,4-dimethyl-5-methoxy-3-furanmethanol;124186-13-6;2,3-Dihydro-2-methyl-4-hydroxymethyl-2,5-dimethylfuran;3-Furanmethanol, 4,5-dihydro-2,4-dimethyl-5-methoxy-;SCHEMBL4920590;DTXSID20924739;LS-70254;(5-METHOXY-2,4-DIMETHYL-4,5-DIHYDROFURAN-3-YL)METHANOL

Chemical Property of 4,5-Dihydro-2,4-dimethyl-5-methoxy-3-furanmethanol

Chemical Property:

• Vapor Pressure: 0.00465mmHg at 25°C
• Boiling Point: 245.8°Cat760mmHg
• Flash Point: 102.5°C
• Density: 1.07g/cm³
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 158.094294304
• Heavy Atom Count: 11
• Complexity: 174

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(OC(=C1CO)C)OC

Technology Process of 4,5-Dihydro-2,4-dimethyl-5-methoxy-3-furanmethanol

There total 3 articles about 4,5-Dihydro-2,4-dimethyl-5-methoxy-3-furanmethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

2,3-dihydro-2-methoxy-4-ethoxycarbonyl-3,5-dimethylfuran (124186-12-5) → (5-Methoxy-2,4-dimethyl-4,5-dihydro-furan-3-yl)-methanol (124186-13-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 0.25h; Ambient temperature;

DOI:10.1007/BF01145799

Reference yield:

2-Acetyl-4,4-dimethoxy-3-methyl-butyric acid ethyl ester → (5-Methoxy-2,4-dimethyl-4,5-dihydro-furan-3-yl)-methanol (124186-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1: p-TsOH / benzene / 0.25 h / Ambient temperature

2: 96 percent / LiAlH₄ / diethyl ether / 0.25 h / Ambient temperature

With lithium aluminium tetrahydride; toluene-4-sulfonic acid; In diethyl ether; benzene;

DOI:10.1007/BF01145799

Reference yield:

3-ethoxycarbonyl-3-penten-2-one (15301-37-8,67556-07-4,67556-08-5) → (+/-)-trans-2-methoxy-4-hydroxymethyl-3,5-dimethyl-2,3-dihydrofuran (121262-16-6,124186-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄

With lithium aluminium tetrahydride;

upstream raw materials:

2,3-dihydro-2-methoxy-4-ethoxycarbonyl-3,5-dimethylfuran

3-ethoxycarbonyl-3-penten-2-one

Downstream raw materials:

4-oxo-3-methylene-2-methylpentanal

Refernces

• 1、 Tolstikov, G. A.,Valeev, F. A.,Akhmetvaleev, R. R.,Miftakhov, M. S.. "trans-2-METHOXY-4-HYDROXYMETHYL-3,5-DIMETHYL-2,3-DIHYDROFURAN AS BIOLOGICAL ISOSTERE OF BOTRYODIPLODIN". . p. 2372 - 2373. Retrieved 2007/10/02.